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Catalytic Metal-free Allylic C-H Amination of Terpenoids

Wei Pin Teh, Derek C. Obenschain, Blaise M. Black and Forrest E. Michael*

*Department of Chemistry, University of Washington, Box 351700, Seattle, Washington 98195-1700, United States, Email:

W. P. Teh, D. C. Obenschain, B. M. Black, F. E. Michael, J. Am. Chem. Soc., 2020, 142, 16716-16722.

DOI: 10.1021/jacs.0c06997

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A metal-free allylic amination of alkenes with simple sulfonamides and sulfamates allows the introduction of a wide range of nitrogen functionality at the allylic position of alkenes with unique regioselectivity and no allylic transposition in the presence of phosphine selenides or selenoureas as catalysts.

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Key Words

allylic amines, sulfonamides, PIDA

ID: J48-Y2020